“President-elect Donald J. Trump should make a deal to allow Cuba to become the 51st State!” he said in 2016 after the death of Cuban leader Fidel Castro.

“I have spoken to many Cuban Americans who believe that statehood would be the preferred choice of the Cuban people ― especially given Puerto Rico’s recent financial problems as a U.S. commonwealth,” he said at the time.

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Robinson, a lifelong Republican, mentioned that former President Ronald Reagan was one of his political heroes. He said he first met Reagan in 1976.

“Four years later at Brown (University), I was the vice president of the Brown Republican Club. Reagan visited the campus, and he remembered me from 1976. I was impressed by that. He’s been an inspiration for me ever since,” he said in a 2009 interview.

In 2000, Robinson released what he called “The Robinson Report.” The report profiled his own shortcomings, including including a DWI charge that was thrown out, a restraining order that was later pulled and a charge of possessing a dangerous weapon.

At the time, Robinson was challenging Sen. Edward Kennedy, D-Mass.

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The release of information against himself impacted his candidacy, as did that fact that he crashed his car doing a radio interview on his cell phone.

In 2002, Robinson sought election as the Massachusetts secretary of state. Former Mass. Gov. Mitt Romney, then a candidate for governor, distanced himself from Robinson, who at the time received publicity for not paying the bills on his yacht.

Robinson ran for Congress in 2006 and lost, and suffered the same fate in a 2009 Senate campaign. He tried to run for the Senate again in 2013 but failed to make the ballot.